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Villas in Portland

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Top Cities in Portland

Winnifred Beach which includes general coastal views as well as a small group of people
VillasVillas

Port Antonio

Port Antonio

Our top choices for Portland villas

Terrace/patio
Tapioca Village Retreat

Tapioca Village Retreat

Tapioca Village Retreat
3.0 star property
Castleton
6.0 out of 10, (2)
"There is so much nature and friendliness! "
United States
Günter
The price is AED 294
AED 342 total
includes taxes & fees
6 Jan - 7 Jan
Tapioca Village Retreat
Outdoor pool
Bougan Blu - Beach front cottage , Port Maria , St. Mary

Bougan Blu - Beach front cottage , Port Maria , St. Mary

Bougan Blu - Beach front cottage , Port Maria , St. Mary
Port Maria
9.8 out of 10, Exceptional, (10)
"This is a beautiful weel looked after tranquil spot with amazing staff who make you feel like a long lost friend returning home. Miss Donna is an excellent chef who delivers high quality authentic Jamaican food that outshines many a resturant. A perfect couple getaway."
United Kingdom
Khary M.
Bougan Blu - Beach front cottage , Port Maria , St. Mary
Free WiFi
Reggae Legends Estate

Reggae Legends Estate

Reggae Legends Estate
2.5 star property
Jack's Hill
9.6 out of 10, Exceptional, (5)
"Getting up on the hill was definitely a new experience but the place , view and employees were amazing. Owner himself made sure we had everything we needed , accommodated when needed even suggested places we should visit. Loved the experience and view was breath taking "
Canada
Anthony
The price is AED 1,098
AED 1,267 total
includes taxes & fees
6 Jan - 7 Jan
Reggae Legends Estate
Gazebo
Casa Victoria Golf Retreat

Casa Victoria Golf Retreat

Casa Victoria Golf Retreat
4.0 star property
Kingston
9.0 out of 10, Wonderful, (81)
"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"
Canada
Desmond
Casa Victoria Golf Retreat
Exterior
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
Oracabessa
9.0 out of 10, Wonderful, (21)
"Celebrated my 60th birthday with 20 family and friends we had an amazing time. The house was clean and spacious, just what we needed .Will definitely book again. Host was accommodating which made the stay even better "
United States
Lisa S.
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
2 outdoor pools
The Country Club Villa I

The Country Club Villa I

The Country Club Villa I
3.5 star property
Kingston
9.0 out of 10, Wonderful, (10)
"The management team was awesome, the AC didn’t work in the main room on the first night but Ms Vicki made sure that I didn’t go a second night without it."
United States
Anonymous traveler
The price is AED 476
AED 887 total
includes taxes & fees
8 Jan - 9 Jan
The Country Club Villa I
Outdoor pool
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Port Antonio
9.2 out of 10, Wonderful, (11)
"This is our second stay, with plans to return. Denny and Keith goes above and beyond. Karen is always helpful. The place is large and beautiful. Food prepared with love. If you would like a private, secure, spacious, beautiful stay, book this place. 10/10. Thanks for having us. See you soon"
United States
Annel A.
The price is AED 3,214
AED 3,625 total
includes taxes & fees
7 Jan - 8 Jan
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Outdoor pool
Relax in paradise! Beach, Mountain View’s. Staffed 4 bedroom suites, sleeps 12.

Relax in paradise! Beach, Mountain View’s. Staffed 4 bedroom suites, sleeps 12.

Relax in paradise! Beach, Mountain View’s. Staffed 4 bedroom suites, sleeps 12.
San San
8.4 out of 10, Very Good, (8)
"This is a property built in the 70s that have not been upgraded since the 90s other than the clim units in the bedrooms. The main living area of the house is open do not have clim. During dinner, we were sweating a lot and we ended up with multiple bugs bites. The house has no real windows, it’s only ventilation shutters that separate you from outside. On the positive side, we ate extremely well and the staff was great. So pictures of the house on the website are deceiving and were probably...
United States
Anonymous traveler
Relax in paradise! Beach, Mountain View’s. Staffed 4 bedroom suites, sleeps 12.
Outdoor pool
A place in paradise - family villa on a peninsula directly by the sea

A place in paradise - family villa on a peninsula directly by the sea

A place in paradise - family villa on a peninsula directly by the sea
Port Antonio,
10.0 out of 10, Exceptional, (53)
"This is a truly lovely place and couldn’t recommend it more. Hope I can come back some time soon. "
United States
Fernando G.
A place in paradise - family villa on a peninsula directly by the sea
Property grounds
Heaven Villa - We are not on the water, we are above!

Heaven Villa - We are not on the water, we are above!

Heaven Villa - We are not on the water, we are above!
Port Antonio
9.2 out of 10, Wonderful, (13)
"The villa itself is very nice and comfortable. Felt like a home away from home. The views are spectacular! The property manager Marjorie was such a pleasure, she made us feel so welcome and at home. She saw to our every need. Brenda our chef was good, anything we wanted she served and even accommodated special diets. We will definitely go to Heaven Villa again!"
United States
Arlene F.
Heaven Villa - We are not on the water, we are above!
Terrace/patio
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa

Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa

Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
St. Mary
9.0 out of 10, Wonderful, (13)
"What a wonderful place! The people, the view, the food, all of it! You will not be disappointed!"
United States
Mary W.
The price is AED 1,579
AED 2,116 total
includes taxes & fees
6 Jan - 7 Jan
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
Outdoor pool
The Oasis Golf Retreat

The Oasis Golf Retreat

The Oasis Golf Retreat
3.0 star property
Kingston
7.0 out of 10, Good, (6)
"IT WAS WONDERFUL.. VERY CLEAN , QUIET..JUST LOVELY.. "
United States
MARLON
The Oasis Golf Retreat
Pool
Timeless - Lovely beach cottage. Private pool, ocean view, beach access. R &R !

Timeless - Lovely beach cottage. Private pool, ocean view, beach access. R &R !

Timeless - Lovely beach cottage. Private pool, ocean view, beach access. R &R !
Kingston
10.0 out of 10, Exceptional, (2)
"Timeless was a wonderful gem of a home base for our time there. Kerry Ann was very helpful and kind. We enjoyed the private pool and our time in the sun. "
United States
Stephanie N.
Timeless - Lovely beach cottage. Private pool, ocean view, beach access. R &R !
Outdoor pool
Sunrise Villa On The Beach

Sunrise Villa On The Beach

Sunrise Villa On The Beach
3.0 star property
Portmore
6.8 out of 10, (14)
"Quite environment great staff would definitely come again"
United States
Samoya
Sunrise Villa On The Beach
Outdoor pool
The Anton Villas

The Anton Villas

The Anton Villas
Port Antonio, Jamaica
The Anton Villas
Exterior
2 Villas in Jamaica-22 guests-Fully staffed

2 Villas in Jamaica-22 guests-Fully staffed

2 Villas in Jamaica-22 guests-Fully staffed
2.0 star property
Galina
10.0 out of 10, Exceptional, (1)
"Really appreciated the kindness of the staff and great cooking! Chef Keamary was great at making what we wanted and surprising us with delicious Jamaican cooking. Housekeepers Cavisha and Simone were unobtrusive and got everything tidy. Spacious rooms and nice bathrooms, too. "
United States
Allison W.
2 Villas in Jamaica-22 guests-Fully staffed
Property grounds
One Bedroom Sea View Villa, Frenchman's Cove Resort

One Bedroom Sea View Villa, Frenchman's Cove Resort

One Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
The price is AED 795
AED 1,028 total
includes taxes & fees
9 Jan - 10 Jan
One Bedroom Sea View Villa, Frenchman's Cove Resort
Property grounds
Horse Shoe Villa Port Antonio air conditioned close to it all family friendly

Horse Shoe Villa Port Antonio air conditioned close to it all family friendly

Horse Shoe Villa Port Antonio air conditioned close to it all family friendly
Port Antonio
The price is AED 367
AED 496 total
includes taxes & fees
6 Jan - 7 Jan
Horse Shoe Villa Port Antonio air conditioned close to it all family friendly
1 bedroom, iron/ironing board, free WiFi, bed sheets
Kai's Place @ Tim Pappies 3rd Floor luxury villa

Kai's Place @ Tim Pappies 3rd Floor luxury villa

Kai's Place @ Tim Pappies 3rd Floor luxury villa
Port Antonio
10.0 out of 10, Exceptional, (1)
"Totally recommend to stay at this accomodation!!!! The place was spectacular, looked exactly as the images provided!!! It is explained truthfully from the information provided.The ambiance of the place is so peaceful and relaxing!!! Double thumbs up to the hosts for being fantastic and welcoming!!!!"
United Kingdom
Shanice M.
The price is AED 307
AED 454 total
includes taxes & fees
7 Jan - 8 Jan
Kai's Place @ Tim Pappies 3rd Floor luxury villa
Exterior
ROYAL VILLA 360

ROYAL VILLA 360

ROYAL VILLA 360
Long Bay
ROYAL VILLA 360
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites

10/10 Excellent
"The hotel was clean. Staff were super polite and friendly. My room was clean and room service was excellent. Staying at this hotel every time I visit Jamaica. 5 star service! Oh, before I forget, breakfast every morning was amazing!!!!"
Reece 7-night trip
Posted 2 days ago
The Courtleigh Hotel and Suites

Frequently asked questions

Why book your villa in Portland with Expedia?
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How can I find cheap villas in Portland?
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